
Apartment vacation rentals in Hillsborough
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Hillsborough

Total vacation rentals
Explore 50 vacation rentals in Hillsborough

Nightly prices starting at
Hillsborough vacation rentals start at G$12,552 GYD per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Hillsborough vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hillsborough rentals

4.7 Average rating
Hillsborough stays receive an average rating of 4.7 out of 5 from guests
Top-rated apartment rentals in Hillsborough
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Garden studio oasis w/ kitchenette & private entry
Cosy, comfortable, and quiet unit with direct access to a lovely garden. 10 min. from the airport, 30 min. from downtown via bus. Well-connected, sunny neighborhood. Free street parking. Views of the bay, mature redwood trees, easy to get to attractions. Walking distance to bustling food corridor, with restaurants, cafes, grocery stores, ATMs, pharmacy, nail salons, library, etc. Blocks from very large park with sweeping views, historic greenhouses, and unique community greenway. Host upstairs.
4.91 out of 5 average rating, 302 reviews
Floating condo 'A' on Sausalito's Richardson Bay.
Romantic floating condo with breathtaking water views. Relax & enjoy a tranquil escape in style and comfort. Catch the sunrise from your super comfie KING bed or lounge on the deck with occasional pelicans (or even a seaplane) coming and going. Unique and perfect for a getaway, workacation, or retreat. Golden Gate Bridge is 6 min away. Airport bus stops a block away. Walk/bike path to Sausalito & Mill Valley. Ferry/bus to SF. Free parking Read reviews of this or our 3 other floating condos!
4.91 out of 5 average rating, 342 reviews
Beachfront Ocean Views near SF! (Neptune 2)
Wake each morning and end each day with incredible panoramic Ocean Views from this beach-front Pacifica apartment! The views are always clear and unobstructed as this is literally ocean front on the 2nd story and of course you have your own private balcony. This 1bed / 1bath flat sleeps up to 2 people on a queen bed. Equipped with a full kitchen with stove and oven and a dining nook (again with ocean views!). Also features a desk and wood burning fireplace to make your stay cozy and warm!
4.85 out of 5 average rating, 231 reviews
Modern Oceanview 2-Bed Apartment Home
Located in just 5mins walk from the beach, this freshly renovated apartment home has a style of its own. Yet, it is the Pacific Ocean views and all of its marine life, that captures your attention from the moment you open the front door. Beautiful, fully equipped modern kitchen, with large aisle, from where you could enjoy a cup of morning coffee while gazing at the ocean waves. Spend your evenings on the large outdoor patio with electric BBQ grill while enjoying timeless Pacific sunsets.
4.99 out of 5 average rating, 200 reviews
Graceful Flat in Downtown San Mateo
Don't miss your chance to stay in this historic mansion in downtown San Mateo- with new elegant touches placed throughout the flat, you can enjoy the old with the new. 3 blocks from San Mateo Caltrain, Philz coffee and all that lovely downtown San Mateo has to offer. Includes free parking & shared on site coin-operated laundry facilities. If you're modern urban people who accept noise from the train/other tenants & love the vibrant downtown diversity, this is the perfect place for you.
4.7 out of 5 average rating, 145 reviews
Secluded Ocean View Apartment / Hot Tub
Whale migrations have begun! Perfect for a romantic/meditative retreat or business travelers seeking a sense of home. Enjoy the views and sounds of the Pacific. Watch sunset from the Hot Tub / patio / home. BBQ a local catch on the gas grill. Short WALK to Point Montara Lighthouse & beach, golden Montara Beach, Fitzgerald Marine Reserve tide pools, local wine room. Just off picturesque HWY 1 we are just N of Half Moon Bay, 30 Minutes S of San Francisco, 1hr N of Santa Cruz.
4.9 out of 5 average rating, 433 reviews
Steps to Beach Ocean Retreat / Private Entrance 4
You'll be just steps from Francis State Beach and the Coastal Trail and blocks from downtown Half Moon Bay. Park your car for a few days and relax in a quiet setting with views of the ocean and the sounds of the waves. The ground floor of the house will be yours with its large private bedroom suite, second bedroom, living room/bar and outdoor patio. (Please note that there is no kitchen.) We have implemented enhanced cleaning procedures. Feel free to ask for details!
4.96 out of 5 average rating, 232 reviews
Apt w/ hot tub 7 minutes from beach (2 guests)
This listing is a special rate offered only for a total of 2 guests. In case your party is more than 2, please look for this same apartment listed as available up to 6 people. NOTE: If you book under this exclusive rate for 2 guests and ended up bringing more guests there will be a fixed extra fee for additional guests. Your rate will then be $400 for night, plus $90 cleaning fee, plus Airbnb fees and City occupancy fees based on a higher nightly
4.81 out of 5 average rating, 148 reviews
Beauty in San Carlos! 1 large bedroom apartment
Newly beautifully remodeled large corner unit with quaint views, this one bedroom apartment is in an Excellent location, walking distance to downtown San Carlos, to fine restaurants, parks, library, coffee, shopping, 30 minutes from San Francisco and San Jose and just minutes from Palo Alto Stanford and Menlo Park, Redwood City and San Mateo Assigned gated parking space, laundry room in the building: http://www.tourfactory.com/idxr1906024
4.98 out of 5 average rating, 146 reviews
LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry
*Entire Home-No sharing* Conveniently located! This spacious apartment is only 5min to SFO, 1-2 blocks from Starbucks, Walgreens, and other stores that you'll need! Many restaurants are right around the corner to eat at. Free Shuttles, Caltrain, Samtrans, and freeways are just blocks away. Longer inquiries are very welcome. Inquire even if the calendar is blocked off Send us a message now to secure your booking!
4.78 out of 5 average rating, 229 reviews
Montara Ocean View Suite
This lovely and comfortable 700 sq. ft. suite adorned in modern art offers stunning views of wild open spaces and the ocean. Just a 3 minute walk to the Montara Light House, beaches and tide pools. If you love the great outdoors this is the perfect retreat to for you to discover the beauty of the California coast. Great local dining and just 30 minutes to San Francisco. Perfect for romantic couples and friends.
4.95 out of 5 average rating, 262 reviews
Home away from home in beautiful Burlingame!
It's my honor to be your host and I will try to make your stay really great. Please let me know if you have any questions ahead of time as I want to make sure you have the best visit. Our city requires their hosts obtain a 12% transient occupancy tax, therefore the price reflects that tax. *** Please see House Rules and the complete description of the property to ensure our apartment will work for you.
4.97 out of 5 average rating, 472 reviewsPopular amenities for Hillsborough apartment rentals
Weekly apartment rentals

At Mine - Golden State Park Suite
4.95 out of 5 average rating, 457 reviews
Spacious Getaway With Parking, Near BART Station
4.86 out of 5 average rating, 321 reviews
Luxury 2BR Apt near Tech Companies and Stanford
4.86 out of 5 average rating, 121 reviews
Parkside Chic: Urban Comfort
4.98 out of 5 average rating, 140 reviews
Newly Updated Guest Suite w/ Sweeping Ocean Views
4.98 out of 5 average rating, 215 reviews
Admire Commanding City Views from an Airy Abode with Parking
4.91 out of 5 average rating, 474 reviews
Cozy 2 BR Apt. In The Sunnyside
4.97 out of 5 average rating, 490 reviews
Charming Oceanview Moss Beach
4.91 out of 5 average rating, 339 reviewsPrivate apartment rentals

Muir Beach - Pacific Retreat
4.97 out of 5 average rating, 138 reviews
Historic Ferryboat In Sausalito
4.94 out of 5 average rating, 298 reviews
Mediterranean style private studio
4.92 out of 5 average rating, 564 reviews
Dazzling Modern Home Near DT Palo Alto & Stanford
4.96 out of 5 average rating, 105 reviews
Luxurious Tranquil Retreat near Golden Gate Park
4.96 out of 5 average rating, 204 reviews
Entire one-bedroom apartment in the Cow House
4.99 out of 5 average rating, 130 reviews
Amazing Welcoming Unique Ocean Home
4.88 out of 5 average rating, 312 reviews
Mill Valley Stunning Studio
4.92 out of 5 average rating, 491 reviewsApartment rentals with a hot tub

Beautiful Cottage, hot tub, in great neighborhood
4.95 out of 5 average rating, 301 reviews
Cozy Luxe N Oakland Garden Hideaway with Hot Tub
4.85 out of 5 average rating, 355 reviews
SF & Bay views, deck w/hot tub, luxurious studio
4.97 out of 5 average rating, 294 reviews
Lake Merritt Oasis
4.82 out of 5 average rating, 165 reviews
SF Coastal Escape • Hot Tub • Game Room • Hiking
4.89 out of 5 average rating, 64 reviews
Claremont View
4.88 out of 5 average rating, 86 reviews
Big, quiet, top flr apt, hot tub, views, king beds
4.97 out of 5 average rating, 64 reviews
Pet Friendly Garden Oasis
4.96 out of 5 average rating, 25 reviewsWhen is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,932 GYD | G$44,769 GYD | G$37,865 GYD | G$37,656 GYD | G$36,610 GYD | G$38,493 GYD | G$36,191 GYD | G$37,656 GYD | G$37,447 GYD | G$37,447 GYD | G$39,748 GYD | G$41,421 GYD |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 19°C | 17°C | 14°C | 11°C |
Destinations to explore
- San Francisco Vacation rentals
- San Jose Vacation rentals
- Mammoth Lakes Vacation rentals
- South Lake Tahoe Vacation rentals
- Santa Barbara Vacation rentals
- Sacramento Vacation rentals
- Oakland Vacation rentals
- Reno Vacation rentals
- Oakhurst Vacation rentals
- Fresno Vacation rentals
- Monterey Vacation rentals
- Carmel-by-the-Sea Vacation rentals
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Santa Cruz Beach Boardwalk
- Muir Woods National Monument
- Moscone Center
- Golden Gate Bridge
- Capitola Beach
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Pier 39
- Mission Dolores Park
- University of California San Francisco
- Rio Del Mar Beach
- California’S Great America
- Six Flags Discovery Kingdom
- Bernal Heights
- Oakland Arena
- Palace of Fine Arts
- Big Basin Redwoods State Park
- Rodeo Beach





